Portuguese Charm: Lisbon, Madeira & Porto

Day By Day Itinerary

1. Day 1Arrival in Madeira Island

   

   Welcome to Madeira Island! Relax and unwind from the moment you arrive. We'll handle your airport transfers on arrival and departure, ensuring your adventure's seamless start and finish.

   Suggestion for the day: Explore Downtown Funchal

   Step back in time and explore the vibrant tapestry of Funchal, the heart of Madeira Island! Nestled amidst lush hills and overlooking the vast Atlantic, this city boasts a rich history dating back to the early 15th century. Founded by Portuguese explorers, Funchal quickly blossomed into a cosmopolitan center, a vital stop on trade routes between Europe and the New World. Today, Funchal exudes Portuguese charm, offering a captivating blend of its historical legacy and lively modern spirit.

   Don't Miss:

   • Mercado dos Lavradores (Farmers' Market): Immerse yourself in the sights and smells of the bustling Mercado dos Lavradores (and taste delicious exotic fruit!)
   • Sé Cathedral (Funchal Cathedral): Step into the magnificent Sé Cathedral, a landmark showcasing Gothic and Romanesque architectural styles.
   • Santa Clara Convent: Admire the beautiful cloisters and learn about the convent's fascinating history.
   • Museu de Arte Sacra (Museum of Sacred Art): Uncover a collection of religious art and artifacts at the Museu de Arte Sacra.
   • Blandy's Wine Lodge: Embark on a journey through Madeira's renowned wine culture with a visit to Blandy's Wine Lodge. Sample the island's famous fortified wines and learn about the traditional production methods.
   • Zona Velha (Old Town): Wander through the charming cobbled streets of Zona Velha, Funchal's historic center. Admire the colorful houses and discover hidden squares and fountains.
   • Praça do Município (Municipal Square): Relax in the heart of Funchal at the Praça do Município, the main square. People watch, soak in the atmosphere and enjoy the lively street performers.
   • Fortaleza de São Tiago (São Tiago Fort): Cap off your day with a visit to the Fortaleza de São Tiago, a 17th-century fort offering stunning ocean views. Explore the ramparts and learn about Funchal's maritime history.

   *Want to maximize your time in paradise? Consider pre-booking an early check-in during the booking process. This way, you can hit the ground running and start exploring sooner! Don't hesitate to contact our booking agents if you have any questions or need assistance setting this up.

2. Day 2Madeira

   

   Suggestion for the day: Unveiling Madeira's Eastern Delights

   Eastern Madeira offers a captivating blend of charming villages, dramatic landscapes, and historical significance. Join us on a journey of discovery as we explore traditional thatched houses, volcanic peaks, and a peninsula known for its lunar-like beauty.

   Don’t Miss:

   • Santana (Highlight): Our adventure begins in Santana, a village renowned for its iconic triangular thatched-roof houses. These colorful dwellings, known as "palheiros," are a symbol of Madeira's traditional architecture. Wander through the village, admiring these unique houses and soaking in the peaceful atmosphere.
   • Machico: Continue your journey to Machico, the first capital of Madeira Island. Explore the historic city center, visit the Captain's House Museum to learn about the island's early settlers, and relax on the golden sands of Machico Bay.
   • Pico do Arieiro: Ascend to breathtaking heights at Pico do Arieiro, Madeira's third-highest peak. On a clear day, witness stunning panoramic views of the island's dramatic landscapes, including the Curral das Freiras Valley.
   • Ponta de São Lourenço: Your final stop is Ponta de São Lourenço, a nature reserve at the easternmost tip of the island. This peninsula boasts a unique lunar-like landscape with volcanic rock formations and sparse vegetation. Explore the network of hiking trails, take in the dramatic ocean views, and witness the beauty of this natural wonder.
3. Day 3Madeira

   

   Suggestion for the day: A Day Trip to the West Coast

   Madeira Island boasts a dramatic coastline, and the west coast offers some of its most breathtaking scenery. Join us on a journey of discovery as we explore charming villages, volcanic wonders, and natural pools sculpted by the Atlantic Ocean.

   Don’t Miss:

   • Ribeira Brava: Ribeira Brava is known for its rum production, so consider a visit to a local distillery for a taste of this Madeiran specialty.
   • São Vicente Caves: Venture into the depths of the earth at the São Vicente Caves, a volcanic wonder formed millions of years ago. Marvel at the caverns adorned with stalactites and stalagmites, and learn about the island's geological history.
   • Seixal: Continue along the scenic route to Seixal, a charming village known for its black sand beach and natural rock pools. Take a refreshing dip in the crystal-clear waters or simply relax on the shore, basking in the beauty of the surroundings.
   • Porto Moniz: Our suggested itinerary leads you to Porto Moniz, a highlight of the west coast. This seaside town is famous for its volcanic rock pools, natural formations filled with refreshing seawater.
   • Calheta: As the day winds down, head to Calheta, a town known for its beach and laid-back atmosphere. 
   • Ponta do Sol: Your final stop is Ponta do Sol, a village named for its sunny disposition. Take a leisurely stroll along the promenade, enjoying the ocean views and the peaceful ambiance.
4. Day 4Flight to Porto

   

   Welcome to Porto! Relax and unwind from the moment you arrive. We'll handle your airport transfers on arrival and departure, ensuring your adventure's seamless start and finish.

   Suggestion for the day: Downtown Porto

   Start by exploring and walking around downtown Porto and get to know the city's unique highlights! The historic center of Porto, a UNESCO World Heritage Site, boasts a rich tapestry of architectural styles reflecting its 2,000-year history. 

   Don’t Miss:

   • D. Luís I Bridge: This iconic double-decker bridge offers stunning panoramic views of Porto and Vila Nova de Gaia. Take a walk across the bridge for a unique perspective, or hop on a tram for a thrilling ride.
   • Ribeira District: Explore the heart of Porto's historic center. Wander through the charming Ribeira district, a UNESCO World Heritage Site, with its colorful houses, narrow streets, and lively atmosphere.
   • Livraria Lello: A haven for bookworms, this historic bookstore boasts a beautiful neo-gothic facade and a grand staircase said to have inspired J.K. Rowling. Be prepared for queues, though!
   • Torre dos Clérigos: Climb the 225 steps of the Clérigos Tower for breathtaking 360-degree views of the city. Don't miss the adjacent Igreja do Clerigos church, known for its baroque architecture.
   • Porto Cathedral (Sé Catedral do Porto): This imposing Romanesque cathedral is the oldest church in Porto. Climb the bell tower for stunning city views and admire the intricate architecture.
   • São Francisco Church: Immerse yourself in the extravagant Baroque style at São Francisco Church. Be sure to marvel at the opulent gilded woodwork and the azulejo tilework within.
   • Majestic Café: Step back in time at the Majestic Café, a Belle Époque gem known for its art nouveau interior and delicious Portuguese pastries.

   *Want to maximize your time in paradise? Consider pre-booking an early check-in during the booking process. This way, you can hit the ground running and start exploring sooner! Don't hesitate to contact our booking agents if you have any questions or need assistance setting this up.

5. Day 5Porto

   

   Suggestion for the day: Visit the Douro Valley

   Imagine yourself winding through the Douro Valley, a UNESCO World Heritage Site. Dramatic landscapes unlike any other unfold before you - terraced vineyards cascading down impossibly steep hillsides alongside the shimmering Douro River. The air carries the intoxicating scent of grapes ripening in the warm sun. 

   The Douro Valley holds fame for two main reasons:

   • World-Renowned Port Wine: The Douro Valley is the only place in the world where you can find true Port wine. This fortified wine boasts a rich history dating back centuries, and the specific growing conditions and grape varietals of the Douro Valley contribute to its unique flavor profile.
   • Breathtaking, UNESCO-Recognized Landscapes: The Douro Valley's dramatic scenery is awe-inspiring. Imagine steep hillsides meticulously carved into terraces, each one cradling rows of grapevines. The Douro River snakes through the valley, adding another layer of beauty to the landscape. This unique combination of human effort and natural wonder earned the Douro Valley a UNESCO World Heritage Site designation in 2001.

   Pro Tips for Visiting the Douro Valley:

   • Choose a Guided Tour: Gain insights and access to top spots with expert guides.
   • Book Early: Secure your tour in advance to ensure availability.
   • Dress Comfortably: Wear sturdy shoes and dress in layers for varying terrain.
   • Enjoy the Wines: Savor local Port and Douro wines, but drink responsibly.
   • Soak in the Views: Take time to appreciate the stunning river and vineyard scenery.

   Need Assistance? We can connect you with the ideal guided tour for a memorable Douro Valley experience.

6. Day 6Train to Lisbon (approx. 3.35 hours)

   

   Embark on a picturesque train journey from Porto to Lisbon, traversing scenic landscapes and witnessing the seamless blend of history, culture, and natural beauty along the way. (approx. 3.35 hours). Pssst.... transfer is included from your Porto hotel to Porto train station and once you arrive at Lisbon train station, a transfer to your Lisbon hotel is also included.

   Suggestion for the day: Stroll Around Downtown Lisbon

   Lace up your walking shoes and embark on a journey through Lisbon's captivating historical neighborhoods. It’s time to explore Lisbon's vibrant neighborhoods on foot. 

   • Start in Chiado, a charming district with elegant shops and cafes. Don't miss Livraria Bertrand, a historic bookstore.
   • Move to Baixa, the bustling downtown area with Praça do Comércio, a grand waterfront square. Climb the Arco da Rua Augusta for city views.
   • Immerse yourself in Bairro Alto's lively nightlife scene. Wander its maze-like streets filled with bars, restaurants, and traditional Fado music venues.

   Can't-Miss Sights:

   • São Roque Church: Admire its opulent interior.
   • São Pedro de Alcântara Garden: Relax and enjoy panoramic views.
   • Ruins of Carmo Church: Reflect on Lisbon's history.
   • Santa Catarina Viewpoint: Capture stunning cityscapes.
   • Luís de Camões Square: Pay homage to Portugal's literary icon.
   • Terreiro do Paço: Soak in the lively atmosphere of this vast waterfront square.
   • Santa Justa Lift: Enjoy a unique perspective from this neo-Gothic elevator.
7. Day 7Lisbon

   

   Suggestion for the day: Day Trip to Fairytale Sintra

   A short 28-kilometer drive whisks you away from the bustling capital and into a world of enchanting palaces, captivating gardens, and romantic charm. This UNESCO World Heritage Site boasts a mesmerizing cultural landscape, characterized by winding mountains, lush forests, and remarkable architectural wonders. In the 19th century, Sintra emerged as the epicenter of Romantic architecture in Europe, renowned for its distinctive palaces and whimsical designs that could easily inspire fairytales.

   Don’t Miss:

   • Early Start & Pena Palace: Start your exploration with the iconic Pena National Palace, a vibrant masterpiece perched atop a hill. Marvel at its eclectic architectural styles, ranging from Romanticism to Moorish Revival. 
   • Quinta da Regaleira: If you have time and a taste for adventure, delve into the mysteries of Quinta da Regaleira. This enigmatic estate features a labyrinth of hidden grottoes, tunnels, and secret passages waiting to be discovered. 
   • Moorish Castle: For history buffs, the Moorish Castle offers a glimpse into Sintra's medieval past. 
   • Sintra Village & Lunch: Head back to the charming village of Sintra. Wander through the narrow cobbled streets lined with colorful houses and quaint shops. Explore the Sintra National Palace, the former summer residence of the Portuguese royal family. 
   • Monserrate Palace: For those seeking a different architectural style, consider visiting Monserrate Palace. This 19th-century palace boasts a captivating blend of Gothic, Moorish, and Indian influences. 
   • There’s More of Sintra! Add Cabo da Roca to your itinerary. Experience the stunning views from the westernmost point of mainland Europe, where dramatic cliffs meet the Atlantic Ocean. This natural landmark, located within the Sintra-Cascais Natural Park, is perfect for breathtaking scenery, sunsets, and a touch of adventure.

   Tips for Your Trip:

   • Consider booking a guided tour to Sintra ahead of time to ensure you don’t miss out on the top sights—we can help arrange this for you.
   • Purchase your tickets to Sintra attractions in advance, especially during peak season.
   • Consider purchasing the Sintra Card for discounted entry to several attractions and public transportation within Sintra.
   • Wear comfortable shoes as you'll be doing a fair amount of walking.
   • Pack a light jacket or sweater as the weather in Sintra can be cooler than Lisbon, especially in the mornings and evenings.
   • The drive from Lisbon to Sintra takes about 30 to 40 minutes, while the train journey takes approximately 40 minutes.
8. Day 8Lisbon

   

   Suggestion for the day: Explore Laid-back Lisbon

   On your final day in Lisbon, take a leisurely approach to explore the city's more laid-back and serene attractions. Enjoy a mix of cultural experiences, shopping, and picturesque viewpoints that offer a perfect blend of relaxation and local charm. Here's a light itinerary to unwind and savor the essence of Lisbon before your departure.

   Don’t Miss:

   • LX Factory: A vibrant creative hub housed in a former industrial complex. Discover unique shops, trendy restaurants, art galleries, and cultural spaces.
   • Parque das Nações: A modern waterfront district developed for Expo '98. Enjoy attractions such as the Oceanarium, Vasco da Gama Tower, and scenic riverside promenades.
   • Shopping at Avenida da Liberdade: Shop along Avenida da Liberdade, Lisbon's upscale boulevard lined with luxury boutiques, international brands, and elegant cafes.
   • Sunset at Miradouro da Senhora do Monte: End your day with a breathtaking sunset at Miradouro da Senhora do Monte, one of Lisbon's highest viewpoints offering panoramic views of the city skyline.
   • Alfama Fado Houses: Experience a memorable Fado dinner in Alfama, immersing yourself in Lisbon's traditional music and culinary delights.
9. Day 9Return flight home

   

   We've arranged your hotel transfer to ensure a smooth journey to the airport.

   Thank you for choosing us to be your travel companions on this adventure! It's been a pleasure assisting you in creating unforgettable memories. We wish you happy travels and until next time!